反应详情

温度

90 °C

To a solution of 2,4-dichloro-6-methyl-pyrimidine (5 g, 30.67 mmol) in 1,2-dimethoxyethane (35 mL) and water (25 mL) was added sodium carbonate (9.75 g, 92.03 mmol), and 4-(trifluoromethyl)-phenylboronic acid (5.53 g, 29.14 mmol). This was degassed with nitrogen for 5 minutes. The bis(triphenylphosphine)palladium (II) dichloride (1.08 g, 1.53 mmol) was then added and the reaction was heated to 90° C. overnight. The solvent was evaporated and the residue was partitioned between water (300 mL) and EtOAc (300 mL). The organics were washed with brine (100 mL), dried over MgSO4 and concentrated in vacuo to afford a yellow oil. The material was purified using a Biotage SP4, 0 to 50% i-hexane/EtOAc and the fractions containing the lower (major) spot were collected and the solvent evaporated to afford the 2-chloro-4-methyl-6-[4-(trifluoromethyl)-phenyl]pyrimidine (D11) (4.65 g, 17.06 mmol, 55.6% yield) as a colourless solid.

1. customThis was degassed with nitrogen for 5 minutes
2. customThe solvent was evaporated
3. customthe residue was partitioned between water (300 mL) and EtOAc (300 mL)
4. washThe organics were washed with brine (100 mL)
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. customto afford a yellow oil
8. customThe material was purified
9. additionthe fractions containing the lower (major) spot
10. customwere collected
11. customthe solvent evaporated